Search Deals onWooster Square Vacation Packages
Photo by Anthony Salonga
Wooster Square Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Mayflower Motel Milford
Price was $324, price is now $288 per person
$288
per person
Nov 20 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.
Beechmont - Perfect for Family Retreat!
Price was $2,232, price is now $1,504 per person
$1,504
per person
Nov 20 - Nov 24
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 5-star luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Glenwood Park are located nearby.
Hyatt Place Milford / New Haven
Price was $773, price is now $641 per person
$641
per person
Nov 20 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.
Luxury Apartments by Hyatus at Pierpont
The Hill
Price was $2,445, price is now $2,049 per person
$2,049
per person
Nov 20 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Best Western Executive Hotel Of New Haven - West Haven
Price was $424, price is now $371 per person
$371
per person
Nov 20 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Bradley Point Beach are located nearby.
Hampton Inn Milford
Price was $453, price is now $403 per person
$403
per person
Nov 20 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Milford Green and Port Milford are located nearby.
The Surfside Hotel
Lordship
Price was $714, price is now $640 per person
$640
per person
Nov 20 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this beach hotel in Stratford. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Beach and Lordship Beach are located nearby.
Home2 Suites by Hilton East Haven New Haven
The Centre
Price was $709, price is now $640 per person
$640
per person
Nov 20 - Nov 24
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and New Haven Harbor are located nearby.
3-4 Night Vacations in Wooster Square
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wooster Square
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Wooster Square
Trumbull Marriott Shelton
180 Hawley Ln, Trumbull, CT
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
New Haven Hotel
229 George Street, New Haven, CT
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn Meriden
10 Bee St, Meriden, CT
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd, West Haven, CT
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Milford / New Haven
190 Old Gate Lane, Milford, CT
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Wyndham Southbury
1284 Strongtown Road, Southbury, CT
Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hamden Hotel and Suites – Hamden New Haven
2260 Whitney Ave, Hamden, CT
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover Other Travel Deals
- Wooster Square Vacations
- Yale University Vacations
- Yale-New Haven Hospital Vacations
- Quinnipiac University Vacations
- Hammonasset Beach State Park Vacations
- Hartford HealthCare Amphitheater Vacations
- University of New Haven Vacations
- Seaside Park Vacations
- Silver Sands State Park Vacations
- Toyota Oakdale Theatre Vacations
- Total Mortgage Arena Vacations
- Bridgeport Downtown South Historic District Vacations